206 total properties
Did you mean the neighborhood Oakland?
View 670 Woodlands Hill Lane Oakland, MD MLS# MDGA2011904
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1 of 72
$1,689,000
5

Beds

4.1

Baths

3,714

Sq.Ft.

670 Woodlands Hill Lane

Oakland, MD

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View 62 Middleton Road Oakland, MD MLS# MDGA2011994
    Save 62 Middleton Road Oakland, MD MLS# MDGA2011994
    1 of 38
    $799,900
    3

    Beds

    2.1

    Baths

    1,929

    Sq.Ft.

    62 Middleton Road

    Oakland, MD

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    View 8760 Oakland Sang Run Road Oakland, MD MLS# MDGA2011998
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    Save 8760 Oakland Sang Run Road Oakland, MD MLS# MDGA2011998
    1 of 28
    $82,500
    Studio

    Beds

    0.0

    Baths

    8760 Oakland Sang Run Road

    Oakland, MD

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    Courtesy of RAILEY REALTY, INC.
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 6.89 Acres Woodlands Hill Dr Drive Oakland, MD MLS# MDGA2011974
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    Save 6.89 Acres Woodlands Hill Dr Drive Oakland, MD MLS# MDGA2011974
    1 of 4
    $250,000
    Studio

    Beds

    0.0

    Baths

    6.89 Acres Woodlands Hill Dr Drive

    Oakland, MD

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    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 122 Woodlands Hill Lane Oakland, MD MLS# MDGA2011982
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    Save 122 Woodlands Hill Lane Oakland, MD MLS# MDGA2011982
    1 of 54
    $1,200,000
    4

    Beds

    4.1

    Baths

    2,656

    Sq.Ft.

    122 Woodlands Hill Lane

    Oakland, MD

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    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 248 Tarn Drive Oakland, MD MLS# MDGA2011874
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    Save 248 Tarn Drive Oakland, MD MLS# MDGA2011874
    1 of 70
    $1,189,000
    6

    Beds

    5.1

    Baths

    3,482

    Sq.Ft.

    248 Tarn Drive

    Oakland, MD

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    View 588 Lake Forest Drive Oakland, MD MLS# MDGA2011898
      Save 588 Lake Forest Drive Oakland, MD MLS# MDGA2011898
      1 of 39
      $1,089,000
      3

      Beds

      2.0

      Baths

      1,411

      Sq.Ft.

      588 Lake Forest Drive

      Oakland, MD

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      View 83 Bethlehem Road Oakland, MD MLS# MDGA2011892
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      Save 83 Bethlehem Road Oakland, MD MLS# MDGA2011892
      1 of 44
      $2,499,900
      4

      Beds

      1.1

      Baths

      2,190

      Sq.Ft.

      83 Bethlehem Road

      Oakland, MD

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      View 2448 Birchwood Drive Oakland, MD MLS# MDGA2011888
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      Save 2448 Birchwood Drive Oakland, MD MLS# MDGA2011888
      1 of 75
      $349,900
      4

      Beds

      2.0

      Baths

      3,352

      Sq.Ft.

      2448 Birchwood Drive

      Oakland, MD

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      View LOT 2 Oak Breeze Lane Oakland, MD MLS# MDGA2011846
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      Save LOT 2 Oak Breeze Lane Oakland, MD MLS# MDGA2011846
      1 of 24
      $44,900
      Studio

      Beds

      0.0

      Baths

      LOT 2 Oak Breeze Lane

      Oakland, MD

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      View 9.75 AC. Dennett Road Oakland, MD MLS# MDGA2011844
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      Save 9.75 AC. Dennett Road Oakland, MD MLS# MDGA2011844
      1 of 30
      $169,000
      Studio

      Beds

      0.0

      Baths

      9.75 AC. Dennett Road

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      View 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
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      Save 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
      1 of 10
      $309,000
      1

      Beds

      1.0

      Baths

      550

      Sq.Ft.

      20160 Garrett Highway # H706

      Oakland, MD

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      Courtesy of TAYLOR-MADE DEEP CREEK SALES
      View 208 Cliff Drive Oakland, MD MLS# MDGA2011858
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      Save 208 Cliff Drive Oakland, MD MLS# MDGA2011858
      1 of 80
      $950,000
      4

      Beds

      3.0

      Baths

      2,219

      Sq.Ft.

      208 Cliff Drive

      Oakland, MD

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      View Hutton Road(2 Acres) Oakland, MD MLS# MDGA2011806
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      Save Hutton Road(2 Acres) Oakland, MD MLS# MDGA2011806
      1 of 7
      $36,000
      Studio

      Beds

      0.0

      Baths

      Hutton Road(2 Acres)

      Oakland, MD

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      View 560 Glendale Road Oakland, MD MLS# MDGA2011856
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      Save 560 Glendale Road Oakland, MD MLS# MDGA2011856
      1 of 24
      $419,000
      2

      Beds

      1.0

      Baths

      700

      Sq.Ft.

      560 Glendale Road

      Oakland, MD

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      View 512 Roanoke Avenue Oakland, MD MLS# MDGA2011860
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      Save 512 Roanoke Avenue Oakland, MD MLS# MDGA2011860
      1 of 28
      $185,000
      2

      Beds

      1.1

      Baths

      960

      Sq.Ft.

      512 Roanoke Avenue

      Oakland, MD

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      Courtesy of COLDWELL BANKER PREMIER
      View 1995 Bethlehem Road Oakland, MD MLS# MDGA2011792
        Save 1995 Bethlehem Road Oakland, MD MLS# MDGA2011792
        1 of 17
        $118,800
        Studio

        Beds

        0.0

        Baths

        1995 Bethlehem Road

        Oakland, MD

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        Courtesy of THE KW COLLECTIVE
        View 2254 Garrett Road Oakland, MD MLS# MDGA2011812
          Save 2254 Garrett Road Oakland, MD MLS# MDGA2011812
          1 of 52
          $399,000
          3

          Beds

          2.0

          Baths

          1,780

          Sq.Ft.

          2254 Garrett Road

          Oakland, MD

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          View 565 Glendale Road # 303B Oakland, MD MLS# MDGA2011808
            Save 565 Glendale Road # 303B Oakland, MD MLS# MDGA2011808
            1 of 34
            $399,900
            2

            Beds

            1.0

            Baths

            887

            Sq.Ft.

            565 Glendale Road # 303B

            Oakland, MD

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            View 29 Woodmont Lane Oakland, MD MLS# MDGA2011702
              Save 29 Woodmont Lane Oakland, MD MLS# MDGA2011702
              1 of 50
              $325,000
              4

              Beds

              3.0

              Baths

              2,016

              Sq.Ft.

              29 Woodmont Lane

              Oakland, MD

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              About Oakland

              Listings in Oakland, MD

              207

              Estimated median home price

              $294,999
              Oakland MD Homes for Sale & Properties

              Weichert Realtors is one of the nation's leading providers of Oakland, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oakland, MD.

              Homes for Sale by Price in Oakland, MD

              PriceCount
              $0 - 100K49
              $100K - 200K26
              $200K - 300K33
              $300K - 400K23
              $400K - 500K11
              $500K - 600K6
              $600K - 700K8
              $700K - 800K10
              $800K - 900K7
              $900K - 1M7
              $1M - Max27

              Homes for Sale by Type in Oakland, MD

              Property TypeCount
              Single Family95
              Townhouse2
              Condo21
              Commercial16
              Rental6
              Lots and Land73
              Condo/Town/CoOp0
              CoOp0
              Multi Family0
              Mobile Home0
              Farms0

              (Data as of 6/4/2026)

              Find Properties in Oakland, MD

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              Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

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